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General Approach for the Synthesis of Sarpagine Indole Alkaloids. Enantiospecific Total Synthesis of (+)-Vellosimine, (+)-Normacusine B, (−)-Alkaloid Q 3 , (−)-Panarine, (+)- N a -Methylvellosimine, and (+)- N a -Methyl-16-epipericyclivine

✍ Scribed by Yu, Jianming; Wang, Tao; Liu, Xiaoxiang; Deschamps, Jeffrey; Flippen-Anderson, Judith; Liao, Xuebin; Cook, James M.


Book ID
120356055
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
424 KB
Volume
68
Category
Article
ISSN
0022-3263

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General approach for the total synthesis
✍ Jianming Yu; Xiangyu Z Wearing; James M Cook 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 136 KB

The stereospecific total synthesis of (+)-N a -methyl-16-epipericyclivine (1) was completed [from D-(+)-tryptophan methyl ester] in an overall yield of 42% (eight reaction vessels). The optical rotation {[h] D +22.8 (c 0.50, CHCl 3 )} obtained on this material confirmed that the reported optical rot